CN102976978A - Preparation method of L-arginine ethyl ester hydrochloride - Google Patents
Preparation method of L-arginine ethyl ester hydrochloride Download PDFInfo
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- CN102976978A CN102976978A CN2012105718495A CN201210571849A CN102976978A CN 102976978 A CN102976978 A CN 102976978A CN 2012105718495 A CN2012105718495 A CN 2012105718495A CN 201210571849 A CN201210571849 A CN 201210571849A CN 102976978 A CN102976978 A CN 102976978A
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- ethyl ester
- ester hydrochloride
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Abstract
The invention provides a preparation method of L-arginine ethyl ester hydrochloride, which comprises the following steps: cooling absolute ethanol to -5-0 DEG C, dropwisely adding thionyl chloride to react for 30 minutes, adding L-arginine, heating to 25-30 DEG C to react for 2 hours, heating to 75-80 DEG C to react under reflux for 2 hours, and purifying the product. The preparation method provided by the invention adopts the thionyl chloride as the reactant to catalyze the esterification reaction, and can obtain higher-yield arginine ethyl ester hydrochloride. Besides, the thionyl chloride can decompose water in the reaction system, thereby promoting the esterification reaction, ensuring the complete dryness of the reaction system, and further facilitating the proceeding of the esterification reaction.
Description
Technical field
The invention belongs to the preparation method of L-arginine carbethoxy hydrochloride, be specially the preparation method of the L-arginine carbethoxy hydrochloride that a kind of raw material is easy to get, technique is simple, productive rate is high.
Background technology
The chemical formula of L-arginine carbethoxy hydrochloride is C
8H
18N
4O
22HCl, formula weight are 275.18, and structural formula is:
The effect of L-arginine ethyl ester salt pair Human Physiology mainly contains: 1, help wound healing; 2, the development of stimulating immune system promotes hormonal secretion; 3, promote the urine circulation, reduce the content of ammonia in the blood, the treatment blood ammonia is poisoned; 4, to acute viral hepatitis, chronic persistent hepatitis and liver cirrhosis also have preferably result for the treatment of, and can prevent and treat fatty live lesions, play effective liver protection effect, therefore, provide the preparation method of the L-arginine carbethoxy hydrochloride that a kind of raw material is easy to get, technique is simple, productive rate is high to become problem demanding prompt solution.
Summary of the invention
For addressing the above problem, the invention provides a kind of preparation method of L-arginine carbethoxy hydrochloride.
Technical scheme of the present invention is: a kind of preparation method of L-arginine carbethoxy hydrochloride comprises the steps:
Dehydrated alcohol is cooled to-5oC～0 oC, splashes into sulfur oxychloride, react and add L-arginine after 30 minutes, be warming up to 25oC ~ 30 oC reaction 2 hours, be warming up to again 75oC～80 oC heating reflux reactions 2 hours, the purifying products obtained therefrom.
The ratio of the amount of substance of described L-arginine, sulfur oxychloride, dehydrated alcohol is 1:1.1:10.
It is reactant that preparation method provided by the present invention adopts sulfur oxychloride, catalysis the carrying out of esterification, can access the higher arginine ethyl ester hydrochloride of productive rate.In addition, but the water in the sulfur oxychloride decomposition reaction system not only can promote esterification, and can guarantee the reaction system complete drying, is conducive to the carrying out of esterification.
Embodiment
Below, in conjunction with the embodiments the preparation method of L-arginine carbethoxy hydrochloride of the present invention elaborated:
Chemical equation involved in the present invention is:
In reaction flask, add dehydrated alcohol 78g, cryosel is bathed and is cooled to-5oC～0 oC, and dropping 22.19g sulfur oxychloride, dropwise, react and slowly add the 30gL-arginine after 30 minutes, after L-arginine to be added dissolves fully, be warming up to 25oC ~ 30 oC reaction 2 hours, be warming up to again 75oC～80 oC heating reflux reactions 2 hours, remaining ethanol is removed in the product underpressure distillation of gained, must omit thick liquid, disperse with ether, be cooled to-10oC is quiet to liquid curing, solid is washed till pH6 ~ 7 with ether, filtration under diminished pressure gets crude product, and crude product is refining with dehydrated alcohol, and yield reaches 85%.
The ratio of the amount of substance of the L-arginine that adds, sulfur oxychloride, dehydrated alcohol is 1:1.1:10.
It is reactant that preparation method provided by the present invention adopts sulfur oxychloride, catalysis the carrying out of esterification, can access the higher arginine ethyl ester hydrochloride of productive rate.In addition, but the water in the sulfur oxychloride decomposition reaction system not only can promote esterification, and can guarantee the reaction system complete drying, is conducive to the carrying out of esterification.
Claims (2)
1. the preparation method of a L-arginine carbethoxy hydrochloride is characterized in that, comprises the steps:
Dehydrated alcohol is cooled to-5oC～0 oC, splashes into sulfur oxychloride, react and add L-arginine after 30 minutes, be warming up to 25oC ~ 30 oC reaction 2 hours, be warming up to again 75oC～80 oC heating reflux reactions 2 hours, purifying gained crude product.
2. the preparation method of L-arginine carbethoxy hydrochloride according to claim 1, it is characterized in that: the ratio of the amount of substance of described L-arginine, sulfur oxychloride, dehydrated alcohol is 1:1.1:10.
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| CN2012105718495A CN102976978A (en) | 2012-12-26 | 2012-12-26 | Preparation method of L-arginine ethyl ester hydrochloride |
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| CN2012105718495A CN102976978A (en) | 2012-12-26 | 2012-12-26 | Preparation method of L-arginine ethyl ester hydrochloride |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105061266A (en) * | 2015-07-17 | 2015-11-18 | 武汉志邦化学技术有限公司 | Preparation method of lauroyl arginine ethyl ester hydrochloride |
| CN110938020A (en) * | 2019-10-25 | 2020-03-31 | 浙江圣达生物研究院有限公司 | Preparation process of lauroyl arginine ethyl ester hydrochloride |
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| US7087769B1 (en) * | 2000-06-03 | 2006-08-08 | Laboratorios Miret, S.A. | Process for the preparation of cationic surfactants |
| CN1900056A (en) * | 2006-07-19 | 2007-01-24 | 天津天成制药有限公司 | Process for preparing ethyl creatine hydrochloride |
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2012
- 2012-12-26 CN CN2012105718495A patent/CN102976978A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| US7087769B1 (en) * | 2000-06-03 | 2006-08-08 | Laboratorios Miret, S.A. | Process for the preparation of cationic surfactants |
| CN1900056A (en) * | 2006-07-19 | 2007-01-24 | 天津天成制药有限公司 | Process for preparing ethyl creatine hydrochloride |
Non-Patent Citations (8)
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| 《内蒙古医学院学报》 20050331 思洋等 "氨基酸甲乙酯的合成及纯化" 第33页, 图1; 第1.2-1.3部分 1-2 第27卷, 第1期 * |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105061266A (en) * | 2015-07-17 | 2015-11-18 | 武汉志邦化学技术有限公司 | Preparation method of lauroyl arginine ethyl ester hydrochloride |
| CN110938020A (en) * | 2019-10-25 | 2020-03-31 | 浙江圣达生物研究院有限公司 | Preparation process of lauroyl arginine ethyl ester hydrochloride |
| CN110938020B (en) * | 2019-10-25 | 2022-03-25 | 浙江圣达生物研究院有限公司 | Preparation process of lauroyl arginine ethyl ester hydrochloride |
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Application publication date: 20130320 |